Non-homopolymers exhibiting gas hydrate inhibition, salt tolerance and high cloud point

a non-homopolymer and gas hydrate technology, applied in the field of polymers, can solve the problems of poor kinetic hydrate inhibitor, blockage of conduits and/or compromise the integrity of construction materials, and many challenges in the extraction and fluid transportation of oil and natural gas

Inactive Publication Date: 2013-10-03
ISP INVESTMENTS INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0012]The gas hydrate inhibition performance of these polymers, along with high temperature and salt tolerance lends these polymers in application near the petrochemicals wellhead, where the hottest temperatures are experienced, without resulting in polymer precipitation. Polymer activity for hydrate inhibition is maintained as the mixture cools to temperatures where hydrates may have a tendency to form.

Problems solved by technology

The extraction and fluid transport of oil and natural gas present many challenges.
It is well known that the presence of water in the hydrocarbon-containing line can facilitate the formation of gas hydrate crystals, which can block the conduit and / or compromise the integrity of the construction materials.
For example, polyvinylpyrrolidone homopolymer, which contains a plurality of five-member lactam rings, possesses a cloud point temperature in excess of 100° C., but is a poor kinetic hydrate inhibitor.
Additionally, attaining high polymer solubility in aqueous salt solutions is a special challenge, especially while maintaining gas hydrate inhibition and cloud point.

Method used

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  • Non-homopolymers exhibiting gas hydrate inhibition, salt tolerance and high cloud point
  • Non-homopolymers exhibiting gas hydrate inhibition, salt tolerance and high cloud point
  • Non-homopolymers exhibiting gas hydrate inhibition, salt tolerance and high cloud point

Examples

Experimental program
Comparison scheme
Effect test

example 1

Synthesis of Poly(80.9% VCL-9.2% NaAMPS-9.9% AM) (Mole Ratios) in EG

[0149]

[0150]A quantity of 80.0 g of ethylene glycol (EG) was charged into a 1-L resin kettle, fitted with a propeller agitator, a heating mantle, a reflux condenser, nitrogen gas inlet and outlet tubes, and a thermocouple. Then, 60.0 g of N-vinyl-2-caprolactam (VCL), 61.0 g of 2-acrylamido-2-methylpropane sulfonic acid sodium salt (NaAMPS) solution, and 9.5 g of acrylamide (AM), along with an additional 39.5 g of EG were pre-mixed in a 250 mL beaker. After adjusting the pH of this pre-mix solution to 10 using NaOH, 17.0 g were charged into the reactor. Under nitrogen purge and vigorous stirring, the reactor was heated to 102° C., upon which the initiator t-butyl peroxypivalate (Trigonox® 25C75) was charged into the reactor. Then, after 15 minutes, the remaining 153 g of the pre-mix solution was metered into the reactor over a period of 180 minutes. Overall, initiator was charged into the reactor every 15 minutes for...

examples 2-5

Synthesis of Other Poly(VCL-NaAMPS-AM) Polymers

[0151]Example 1 was substantially repeated four times to produce other poly(VCL-NaAMPS-AM) terpolymers, each with more than 50 molar percent VCL, as summarized in Table 1.

TABLE 1Poly(VCL-NaAMPS-AM) polymers of Examples 1-6.polymer frompolymer molar compositionExampleVCLNaAMPSAM180.9%9.2%9.9%290.5%4.6%4.9%371.7%14.3%14.0%461.4%18.6%20.0%551.8%23.9%24.3%

example 6

Polymer Characteristics

[0152]HPCL analysis was employed to determine the residual monomer concentration in the polymerized product. Samples were dissolved at 1% (w / w) in deionized water and allowed to sit overnight. The clear solutions thus obtained were filtered using a 0.45 μm cutoff filter, and the filtrate was injected. NaAMPS and AM were not found in the polymers at levels either above the limit of detection or the method quantitation limit, and residual VCL was detected (Table 2).

[0153]GPC was employed to determine the polymers' weight-average molecular weight (Mw), which ranged from about 5,710 Da to 6,500 Da (Table 3). Polydispersity indexes for the polymers ranged from 2.80 to 3.90 (Table 3).

[0154]The relative viscosities of the polymers were evaluated using ethylene glycol as the standard. The relative viscosities ranged from 1.05 to 1.16 (Table 3).

TABLE 2Residual monomer concentrations for the poly(VCL-NaAMPS-AM) terpolymers of Examples 1-5.polymer frompolymer molar compo...

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Abstract

Polymers are provided that offer gas hydrate inhibition, salt tolerance, and high cloud point. The polymers are polymerized from at least (A) 50 mole percent or more of a monomer selected from the group consisting of: N-vinyl-2-caprolactam, one of its analogues, and combinations thereof, (B) an alkenyl sulfonic acid monomer, salt thereof, or combinations thereof, and (C) an TV-vinyl amide, a (meth)acrylamide or one of its analogues, or combinations thereof. In one embodiment, the (A) monomer is N-vinyl-2-caprolactam, the (B) monomer is 2-acrylamido-2-methylpropane sulfonic acid or salt thereof, and the (C) monomer is N-vinyl-2-pyrrolidone, acrylamide, methacrylamide, or combinations thereof.

Description

BACKGROUND OF THE INVENTION[0001]1. Field of the Invention[0002]The invention relates to polymers that exhibit gas hydrate inhibition, salt tolerance, and high cloud points. These polymers and compositions thereof find application in any number of fields where performance in high temperature applications without precipitation is desired, especially applications where salt concentrations may otherwise compromise polymer properties. In one embodiment, the polymers find use during petrochemicals drilling, production and transportation operations.[0003]2. Description of Related Art[0004]The extraction and fluid transport of oil and natural gas present many challenges. Of primary concern in this invention is the inhibition of gas hydrate formation, especially in the harsh environments typical for these operations, which may be land- or ocean-based. It is well known that the presence of water in the hydrocarbon-containing line can facilitate the formation of gas hydrate crystals, which ca...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): C08F226/06
CPCC08F226/06C08F220/56C09K2208/22C08F226/10C09K8/52C08F220/60C08F220/585
Inventor MUSA, OSAMA M.CHUANG, JUI-CHANGZHANG, YIZHENG, JUN
Owner ISP INVESTMENTS INC
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